Reaktion #60646

Reaktionsgleichung

4-chloro-3-nitroquinoline

triethylamine

1,2-diamino-2-methylpropane

→

2-methyl-N1-(3-nitroquinolin-4-yl)propane-1,2-diamine

Ausbeute 97.0%

Lösungsmittel

CH2Cl2

CHCl3

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with H2O (3×300 mL) and brine (300 mL)
2. 2
   TrocknenThe organic portion was dried over Na2SO4
3. 3
   Einengenconcentrated

Vorschrift

A stirred solution of 4-chloro-3-nitroquinoline (17.3 g, 83.2 mmol) in 200 mL of anhydrous CH2Cl2, under N2, was treated with triethylamine (23.2 mL, 166.4 mmol) and 1,2-diamino-2-methylpropane (9.57 mL, 91.5 mmol). After stirring overnight, the reaction mixture was diluted with 800 mL of CHCl3 washed with H2O (3×300 mL) and brine (300 mL). The organic portion was dried over Na2SO4 and concentrated to give 2-methyl-N1-(3-nitroquinolin-4-yl)propane-1,2-diamine (21.0 g) as a bright yellow solid.

Quelle